Micropeptin 478 A

Details

• Internal ID: c86f4929-e6fe-47b4-b134-2d02955f7439
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: [(2R)-3-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2,8-bis[(2S)-butan-2-yl]-5-[(3-chloro-4-hydroxyphenyl)methyl]-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-2-hydroxy-3-oxopropyl] methanesulfonate
• SMILES (Canonical): CCC(C)C1C(=O)OC(C(C(=O)NC(C(=O)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)N1)CC3=CC(=C(C=C3)O)Cl)C)C(C)CC)O)CCCN=C(N)N)NC(=O)C(COS(=O)(=O)C)O)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)O[C@@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H]2CC[C@H](N(C2=O)[C@H](C(=O)N([C@H](C(=O)N1)CC3=CC(=C(C=C3)O)Cl)C)[C@@H](C)CC)O)CCCN=C(N)N)NC(=O)[C@@H](COS(=O)(=O)C)O)C
• InChI: InChI=1S/C41H64ClN9O14S/c1-8-20(3)31-40(61)65-22(5)32(49-36(57)29(53)19-64-66(7,62)63)37(58)46-25(11-10-16-45-41(43)44)34(55)47-26-13-15-30(54)51(38(26)59)33(21(4)9-2)39(60)50(6)27(35(56)48-31)18-23-12-14-28(52)24(42)17-23/h12,14,17,20-22,25-27,29-33,52-54H,8-11,13,15-16,18-19H2,1-7H3,(H,46,58)(H,47,55)(H,48,56)(H,49,57)(H4,43,44,45)/t20-,21-,22+,25-,26-,27-,29+,30+,31-,32-,33-/m0/s1
• InChI Key: QVGYFOADABRHJT-BYJMUUBVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₄ClN₉O₁₄S
• Molecular Weight: 974.50 g/mol
• Exact Mass: 973.3981966 g/mol
• Topological Polar Surface Area (TPSA): 360.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -1.91
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 15

Synonyms

• CHEMBL1078917
• BDBM50478449

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7226	72.26%
Caco-2	-	0.8660	86.60%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5102	51.02%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8061	80.61%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8004	80.04%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.8604	86.04%
CYP3A4 substrate	+	0.7391	73.91%
CYP2C9 substrate	+	0.5765	57.65%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.8085	80.85%
CYP2C9 inhibition	-	0.6884	68.84%
CYP2C19 inhibition	-	0.6457	64.57%
CYP2D6 inhibition	-	0.8360	83.60%
CYP1A2 inhibition	-	0.7024	70.24%
CYP2C8 inhibition	+	0.8001	80.01%
CYP inhibitory promiscuity	-	0.9267	92.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	+	0.5165	51.65%
Carcinogenicity (trinary)	Non-required	0.5526	55.26%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.7571	75.71%
Skin corrosion	-	0.9104	91.04%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5253	52.53%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.8246	82.46%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5889	58.89%
Acute Oral Toxicity (c)	III	0.5775	57.75%
Estrogen receptor binding	+	0.8305	83.05%
Androgen receptor binding	+	0.7139	71.39%
Thyroid receptor binding	+	0.6152	61.52%
Glucocorticoid receptor binding	+	0.6187	61.87%
Aromatase binding	+	0.6329	63.29%
PPAR gamma	+	0.7921	79.21%
Honey bee toxicity	-	0.6938	69.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5504	55.04%
Fish aquatic toxicity	+	0.9134	91.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.97%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.49%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.09%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.83%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	98.59%	96.38%
CHEMBL4072	P07858	Cathepsin B	97.32%	93.67%
CHEMBL226	P30542	Adenosine A1 receptor	96.25%	95.93%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	96.08%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.54%	95.89%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	95.44%	95.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.12%	95.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	94.29%	92.88%
CHEMBL3837	P07711	Cathepsin L	93.94%	96.61%
CHEMBL4588	P22894	Matrix metalloproteinase 8	93.88%	94.66%
CHEMBL333	P08253	Matrix metalloproteinase-2	91.73%	96.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.94%	90.71%
CHEMBL255	P29275	Adenosine A2b receptor	90.85%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.78%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.55%	97.25%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.47%	91.03%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	90.47%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	90.42%	94.73%
CHEMBL3384	Q16512	Protein kinase N1	88.47%	80.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.41%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.16%	86.33%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.93%	98.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.85%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.76%	96.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.45%	92.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.28%	93.56%
CHEMBL1949	P62937	Cyclophilin A	86.79%	98.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.92%	99.17%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.34%	92.32%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	85.32%	96.69%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.04%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.77%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.85%	86.92%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.24%	89.50%
CHEMBL4208	P20618	Proteasome component C5	83.10%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.09%	90.24%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.61%	96.21%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.14%	97.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.83%	100.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.67%	85.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.71%	90.08%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.04%	91.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46883093
• LOTUS: LTS0210476
• wikiData: Q105228656